Equestrian Real Estate For Sale in Hilton Head and Bluffton

Experience the rich equestrian heritage of the Lowcountry in Hilton Head Island and Bluffton's most coveted communities. Immerse yourself in the legacy of equestrian excellence, whether you aspire to learn from today's top experts or seek premier boarding facilities. Discover a rare opportunity to ride your horse along the beach during specific months on Daufuskie Island and Hunting Island.


On Hilton Head Island, explore Lawton Stables nestled in the exclusive Sea Pines community. Beyond the island, Bluffton offers a plethora of equestrian possibilities from Moss Creek to Oldfield. In the midst of it all, find extraordinary stables in Palmetto Bluff, Rose Dhu Creek, and Rose Hill, each featuring comprehensive Equestrian Boarding and Teaching Centers.


Uncover a range of equestrian-oriented properties, including homes for sale, villas in equestrian communities, and land offerings in equestrian neighborhoods. Charter One Realty proudly presents the following properties located in equestrian communities across Hilton Head, Bluffton, and Okatie. Explore the epitome of equestrian living with us.

Equestrian Oriented Properties - Hilton Head Island and Bluffton

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Enhanced Featured
85 Myrtle View Street, Bluffton

$9,875,000

85 Myrtle View Street, Bluffton

5 Beds 5 Baths 5,100 SqFt Residential MLS # 451360

The Ussery Group Charter One Realty

Featured
206 N Sea Pines Drive, Hilton Head Island

$7,495,000

206 N Sea Pines Drive, Hilton Head Island

7 Beds 7 Baths 8,560 SqFt Residential MLS # 446822

The Wedgeworth Team Charter One Realty

Featured
85 Waterfowl Road, Bluffton

$5,975,000

↓ $200,000

85 Waterfowl Road, Bluffton

5 Beds 4 Baths 5,777 SqFt Residential MLS # 449626

The Ussery Group Charter One Realty

Enhanced Featured
11 N Calibogue Cay Road, Hilton Head Island

$5,950,000

↓ $300,000

11 N Calibogue Cay Road, Hilton Head Island

5 Beds 5 Baths 6,473 SqFt Residential MLS # 441743

Herman And Davis Properties Charter One Realty

Featured
24 Jackfield Road, Bluffton

$5,395,000

↓ $155,000

24 Jackfield Road, Bluffton

6 Beds 6 Baths 5,597 SqFt Residential MLS # 449868

The Ussery Group Charter One Realty

Featured
29 Baynard Park Road, Hilton Head Island

$4,995,000

↓ $400,000

29 Baynard Park Road, Hilton Head Island

5 Beds 5 Baths 6,042 SqFt Residential MLS # 447864

Herman And Davis Properties Charter One Realty

Featured
79 Trout Hole Road, Bluffton

$3,875,000

79 Trout Hole Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 448230

The Ussery Group Charter One Realty

Featured
7 Ruddy Turnstone Road, Hilton Head Island

$3,650,000

↓ $240,000

7 Ruddy Turnstone Road, Hilton Head Island

5 Beds 4 Baths 4,127 SqFt Residential MLS # 451638

Herman And Davis Properties Charter One Realty

Featured
17 Boat House Street, Bluffton

$3,195,000

17 Boat House Street, Bluffton

3 Beds 3 Baths 2,582 SqFt Residential MLS # 451842

The Ussery Group Charter One Realty

Featured
34 Windjammer Court, Hilton Head Island

$2,750,000

34 Windjammer Court, Hilton Head Island

4 Beds 5 Baths 2,393 SqFt Residential MLS # 450832

The Wedgeworth Team Charter One Realty

Featured
70 Gilded Street, Bluffton

$2,695,000

70 Gilded Street, Bluffton

4 Beds 4 Baths 3,963 SqFt Residential MLS # 450387

The Ussery Group Charter One Realty

Featured
8 Saint Catherine's Street, Bluffton

$2,695,000

↓ $100,000

8 Saint Catherine's Street, Bluffton

4 Beds 5 Baths 3,466 SqFt Residential MLS # 448895

The Ussery Group Charter One Realty

Featured
1 Beach Lagoon Road 31, Hilton Head Island

$2,595,000

1 Beach Lagoon Road 31, Hilton Head Island

4 Beds 4 Baths 2,345 SqFt Residential MLS # 451863

Herman And Davis Properties Charter One Realty

Enhanced
85 Myrtle View Street, Bluffton

$9,875,000

85 Myrtle View Street, Bluffton

5 Beds 5 Baths 5,100 SqFt Residential MLS # 451360

The Ussery Group Charter One Realty

206 N Sea Pines Drive, Hilton Head Island

$7,495,000

206 N Sea Pines Drive, Hilton Head Island

7 Beds 7 Baths 8,560 SqFt Residential MLS # 446822

The Wedgeworth Team Charter One Realty

85 Waterfowl Road, Bluffton

$5,975,000

↓ $200,000

85 Waterfowl Road, Bluffton

5 Beds 4 Baths 5,777 SqFt Residential MLS # 449626

The Ussery Group Charter One Realty

Enhanced
11 N Calibogue Cay Road, Hilton Head Island

$5,950,000

↓ $300,000

11 N Calibogue Cay Road, Hilton Head Island

5 Beds 5 Baths 6,473 SqFt Residential MLS # 441743

Herman And Davis Properties Charter One Realty

24 Jackfield Road, Bluffton

$5,395,000

↓ $155,000

24 Jackfield Road, Bluffton

6 Beds 6 Baths 5,597 SqFt Residential MLS # 449868

The Ussery Group Charter One Realty

29 Baynard Park Road, Hilton Head Island

$4,995,000

↓ $400,000

29 Baynard Park Road, Hilton Head Island

5 Beds 5 Baths 6,042 SqFt Residential MLS # 447864

Herman And Davis Properties Charter One Realty

79 Trout Hole Road, Bluffton

$3,875,000

79 Trout Hole Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 448230

The Ussery Group Charter One Realty

7 Ruddy Turnstone Road, Hilton Head Island

$3,650,000

↓ $240,000

7 Ruddy Turnstone Road, Hilton Head Island

5 Beds 4 Baths 4,127 SqFt Residential MLS # 451638

Herman And Davis Properties Charter One Realty

17 Boat House Street, Bluffton

$3,195,000

17 Boat House Street, Bluffton

3 Beds 3 Baths 2,582 SqFt Residential MLS # 451842

The Ussery Group Charter One Realty

34 Windjammer Court, Hilton Head Island

$2,750,000

34 Windjammer Court, Hilton Head Island

4 Beds 5 Baths 2,393 SqFt Residential MLS # 450832

The Wedgeworth Team Charter One Realty

70 Gilded Street, Bluffton

$2,695,000

70 Gilded Street, Bluffton

4 Beds 4 Baths 3,963 SqFt Residential MLS # 450387

The Ussery Group Charter One Realty

8 Saint Catherine's Street, Bluffton

$2,695,000

↓ $100,000

8 Saint Catherine's Street, Bluffton

4 Beds 5 Baths 3,466 SqFt Residential MLS # 448895

The Ussery Group Charter One Realty

1 Beach Lagoon Road 31, Hilton Head Island

$2,595,000

1 Beach Lagoon Road 31, Hilton Head Island

4 Beds 4 Baths 2,345 SqFt Residential MLS # 451863

Herman And Davis Properties Charter One Realty

41 Buck Point Road, Bluffton

$2,500,000

41 Buck Point Road, Bluffton

4 Beds 4 Baths 4,800 SqFt Residential MLS # 448218

Lowcountry Specialists Charter One Realty

12 Surf Scoter Road, Hilton Head Island

$2,499,000

↓ $100,000

12 Surf Scoter Road, Hilton Head Island

4 Beds 4 Baths 2,316 SqFt Residential MLS # 446881

The Reed Team Charter One Realty

17 Baynard Cove Road, Hilton Head Island

$2,350,000

↓ $145,000

17 Baynard Cove Road, Hilton Head Island

4 Beds 3 Baths 2,622 SqFt Residential MLS # 450455

Herman And Davis Properties Charter One Realty

21 Genoa Court, Hilton Head Island

$2,295,000

21 Genoa Court, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 451264

Herman And Davis Properties Charter One Realty

58 Gilded Street, Bluffton

$2,195,000

58 Gilded Street, Bluffton

4 Beds 4 Baths 3,287 SqFt Residential MLS # 451409

The Ussery Group Charter One Realty

9 Sylvan Lane, Hilton Head Island

$2,150,000

↓ $45,000

9 Sylvan Lane, Hilton Head Island

4 Beds 4 Baths 3,931 SqFt Residential MLS # 450565

Patrick & Taylor Team Charter One Realty

27 Rose Dhu Creek Plantation Drive, Bluffton

$1,999,000

↓ $300,000

27 Rose Dhu Creek Plantation Drive, Bluffton

4 Beds 4 Baths 3,141 SqFt Residential MLS # 447950

The Ussery Group Charter One Realty

13 Baynard Park Road, Hilton Head Island

$1,995,000

↓ $180,000

13 Baynard Park Road, Hilton Head Island

3 Beds 2 Baths 2,933 SqFt Residential MLS # 450837

The Wedgeworth Team Charter One Realty

16 Waterfowl Road, Bluffton

$1,895,000

↓ $400,000

16 Waterfowl Road, Bluffton

4 Beds 4 Baths 3,058 SqFt Residential MLS # 451316

The Ussery Group Charter One Realty

300 Waterfowl Road, Bluffton

$1,895,000

300 Waterfowl Road, Bluffton

5 Beds 5 Baths 3,143 SqFt Residential MLS # 451045

The Ussery Group Charter One Realty

12 Wildwood Road, Hilton Head Island

$1,699,000

12 Wildwood Road, Hilton Head Island

4 Beds 3 Baths 2,685 SqFt Residential MLS # 452400

Herman And Davis Properties Charter One Realty

2 Groton Circle, Okatie

$1,679,000

2 Groton Circle, Okatie

5 Beds 5 Baths 4,150 SqFt Residential MLS # 451509

The Ussery Group Charter One Realty

94 Martinangel Ln, Daufuskie Island

$1,500,000

94 Martinangel Ln, Daufuskie Island

6 Beds 6 Baths 3,666 SqFt Residential MLS # 449482

Taylor & O Grady Team Charter One Realty

23 Carrier Bluff, Bluffton

$1,495,000

↓ $55,000

23 Carrier Bluff, Bluffton

3 Beds 3 Baths 3,571 SqFt Residential MLS # 448753

The Ussery Group Charter One Realty

16 Boyds Landing, Okatie

$1,429,000

↓ $61,000

16 Boyds Landing, Okatie

5 Beds 4 Baths 3,395 SqFt Residential MLS # 450861

Lowcountry Specialists Charter One Realty

3 Blodgett Hollow, Daufuskie Island

$1,399,000

3 Blodgett Hollow, Daufuskie Island

5 Beds 5 Baths 3,761 SqFt Residential MLS # 446020

Thomas Jackson Charter One Realty

Openhouse
132 Timber Lane, Hilton Head Island

$1,385,000

132 Timber Lane, Hilton Head Island

4 Beds 4 Baths 3,688 SqFt Residential MLS # 452265

Patrick & Taylor Team Charter One Realty

18 Lighthouse Road 489, Hilton Head Island

$1,299,000

18 Lighthouse Road 489, Hilton Head Island

3 Beds 3 Baths 1,710 SqFt Residential MLS # 451957

The Reed Team Charter One Realty

52 Club Course Drive, Hilton Head Island

$1,295,000

↓ $80,000

52 Club Course Drive, Hilton Head Island

3 Beds 2 Baths 2,398 SqFt Residential MLS # 450917

The Wedgeworth Team Charter One Realty

169 Club Course Drive, Hilton Head Island

$1,285,000

169 Club Course Drive, Hilton Head Island

4 Beds 3 Baths 2,855 SqFt Residential MLS # 451400

Herman And Davis Properties Charter One Realty

New
4 Canters Court, Bluffton

$1,250,000

4 Canters Court, Bluffton

4 Beds 3 Baths 3,595 SqFt Residential MLS # 452397

Marvin Hall Charter One Realty

145 Red Ochre Road, Bluffton

$1,249,000

145 Red Ochre Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 450410

The Ussery Group Charter One Realty